Substance
ID:449220
Names and Identifiers
IUPAC name
2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione
Synonyms
MepronAtovaquoneMalarone
IUPAC Traditional name
2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione
Registration numbers
CAS Number
Properties
Pharmacology Properties
Mechanism of Action
The ultimate metabolic effects of such blockade may include inhibition of nucleic acid and ATP synthesis.
Inhibition of electron transport by atovaquone will result in indirect inhibition of these enzymes.
In Plasmodium species, the site of action appears to be the cytochrome bc1 complex (Complex III).
The mechanism of action against Pneumocystis carinii has not been fully elucidated
Several metabolic enzymes are linked to the mitochondrial electron transport chain via ubiquinone.
Product Information
Application(s)
Antiprotozoal
Orally active antiprotozoal used for treatment of AIDS-associated pneumonia
Antiparasitic agent
Active (in animals and in vitro) against Pneumocystis carinii, Plasmodia, and tachyzoite and cyst forms of Toxoplasma gondii
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Falloon, J. et al., N. Engl. J. Med., 1991, 325, 1534, (use)
• DeAngelis, D.V. et al., J. Chromatogr., 1994, 652, 211, (hplc)
• Haile, L.G. et al., Ann. Pharmacother., 1993, 27, 1488, (rev)
• Eur. Pat., 1984, Wellcome, 123 238; CA, 102, 113082w, (synth, pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 510
• Hudson, A.T., Parasitol. Today, 1993, 9, 66, (rev)
• Hughes, W.T. et al., Antimicrob. Agents Chemother., 1990, 34, 225, (pharmacol)
• Aranjo, F.G. et al., Antimicrob. Agents Chemother., 1991, 35, 293, (pharmacol)
• Drugs of Today (Barcelona), 1993, 29, 243, (rev)